Longest one-day rides have been 1,300 miles to & from Punta Gorda, Florida from Chicago on a 2007 CVO Road King.
Long distance riding is about comfort more than speed.
Ear plugs to reduce Road Noise Fatigue.
Bike Shorts & baby powder to reduce chaffing.
Quality eye protection for day & night riding.
Simple to read Route Sheet as decision making skills decrease.
Proper eating (ya, not very good at that) but especially hydration.
Frequent gas stops (every 150-200 miles).
Windshield.
Most of my favorite rides are not measured in miles but by the Time in the Saddle.
And of course my favorite rides are the rides to my boat.